Kenny Chesney Awards
Kenny Chesney Awards
2007
Academy of Country Music Award for Entertainer of the Year
2005
Academy of Country Music Award for Entertainer of the Year
2004
CMA Album of the Year
CMA Entertainer of the Year
CMT Flameworthy Video Music Award for Hottest Video of the Year
CMT Flameworthy Video Music Award for Male Video of the Year
2003
Academy of Country Music Award for Single of the Year
Academy of Country Music Award for Top Male Vocalist
2002
CMT Flameworthy Video Music Award for Male Video of the Year
CMT Flameworthy Video Music Award for Video of the Year
1997
Academy of Country Music Award for Top New Male Vocalist